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Holiday rentals in Pistakee Highlands

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Top-rated holiday rentals in Pistakee Highlands

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Flat in McHenry
5 out of 5 average rating, 153 reviews

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Superhost
Home in Fox Lake
5 out of 5 average rating, 4 reviews

3/2 Luxury Lakefront Home with Pier, Beach & Deck

Fish, boat, swim, and enjoy Lake Life right from your backyard at “The Lake House on Myers Bay.” Escape to your own waterfront retreat at this 3-bedroom, 2-bathroom lakefront home on Myers Bay in Fox Lake, IL. Perfectly situated on the famous Chain O’ Lakes, this property combines the charm of a resort setting with the exclusivity of private amenities that are yours only. Enjoy a spacious deck, your own sandy beach w/ sun loungers, and a private pier where you can fish, swim, or dock your boat.

Superhost
A bright bedroom features a spacious bed with a light blue quilt and accented by a colorful wooden headboard. A desk with a chair is positioned next to a small seating area. Natural light enters through a window draped with a light gray curtain.
Cabin in Spring Grove
4.84 out of 5 average rating, 67 reviews

Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes

Enjoy a comfy retreat in this cute 1BR home nestled right next to Grass Lake, IL. Newly updated shower. A lovely space to unwind by the lake whether it is work or play. Awake to a quiet morning, ready for a day of water activities with impressive views. Early risers can catch a sunrise to die for. Indulge in the comfort and tranquility of this lakehouse cabin. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

Superhost
A cozy sleeping area features a queen bed with a textured blue quilt laid over the top. The headboard is crafted from alternating stripes of teal and white. Two bedside tables with lamps are positioned on either side, enhancing the calming ambiance of the room.
Cabin in Spring Grove
4.61 out of 5 average rating, 33 reviews

Comfy 1BR Cabin @ The Lake-Heim by Chain-O-Lakes

Charming, homestyle 1BR/1BA cabin (Unit #2 with a queen bed and full-size sofa bed) nestled right next to Grass Lake at Chain-O-Lakes. Perfect for a couple/family getaway, or staycation while chill-laxing by the lake. New cooking appliance. Start the day with a breathtaking sunrise and enjoy the afternoon with fun-filled water activities and the floating deck. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

Top guest favourite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.95 out of 5 average rating, 206 reviews

TheGlassCabin@HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top guest favourite
A historic stone home built in 1911 is prominently featured, showcasing its grand architectural details. The façade includes a porch supported by strong columns. A group of individuals stands in front, illustrating the home's welcoming presence in its early days amidst a natural landscape.
Guest house in McHenry
4.96 out of 5 average rating, 196 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Top guest favourite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 170 reviews

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Guest favourite
The image presents a well-maintained yard leading to Fox Lake, with a clear view of the water. A pathway lined with flowers connects the house to the lakefront. The deck is visible, offering outdoor seating options, while the tranquil water reflects the sky above.
Home in Fox Lake
4.97 out of 5 average rating, 132 reviews

Enjoy Life Right on the Lake with Amazing Views

Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.

Top guest favourite
A grassy area features multiple wooden lounge chairs facing the lake. A small fire pit is positioned in the center. Behind, a light-colored shed and a dock can be seen, with boats and kayaks stored nearby. A vibrant sky with colorful clouds adds to the scene.
Home in Fox Lake
5 out of 5 average rating, 91 reviews

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

Book a romantic weekend or bring the whole family to this cozy, clean and well-appointed lake house that has plenty of room for fun. Embrace lake-life at its finest when you call this Fox Lake cottage on Mineola Bay your home away from home! We have a dock to park your boat, so bring it. Access to restaurants, bars, convenience and grocery stores, boat launches and more. Or hang out and soak in the sunshine while paddle boarding, boating, kayaking, swimming and nature hikes.

Top guest favourite
The exterior of a modern single-story home is presented, featuring a manicured lawn and a paved driveway. Flanking the front, a welcoming porch with seating is visible. The light-colored building is complemented by a contrasting yellow side. Nearby, trees provide greenery and shade.
Home in McHenry
5 out of 5 average rating, 31 reviews

One-Level 3BR/2BA Fire Pit, All King Beds, Modern

Unwind in this peaceful, centrally located 3-bedroom, 2-bath home—all on one easy-access floor. Tucked in a quiet neighborhood just 2 minutes from Route 31 & IL-120, this home is your perfect hotel alternative. Enjoy king-size beds in every bedroom, a fully stocked modern kitchen, and a cozy living room with four recliners and Smart TVs in every room. Step outside to relax by the fire pit, enjoy dinner on the patio, or sip your morning coffee from the front porch rockers.

Guest favourite
An inviting entrance to the cottage is shown, featuring a small wooden deck with two folding chairs and a table. Steps lead to a white door framed by white siding, while greenery adds a natural aesthetic to the pathway.
Home in Fox Lake
5 out of 5 average rating, 13 reviews

Lakeside Getaway 1 Bedroom

Take a break and unwind at this peaceful oasis. The holiday home features lake views, air-conditioning, and a fully equipped kitchen with a refrigerator, microwave, dishwasher, oven, and stovetop. Additional amenities include a dining area, TV, and outdoor dining space. Not far from Chicago O'Hare International Airport (36 mi), Six Flags Great America (14 mi), Naval Training Center, Great Lakes (22 mi), and Raging Buffalo Snowboard Ski Park (23 mi).

Superhost
A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.
Cottage in Antioch
4.83 out of 5 average rating, 116 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon or a Kayak. Spend the day at the beach and at the beach bar (Beach bar is open mid May until the last weekend in October). There is a restaurant and gaming room (slots) on the property. Quaint cottage has 2 bedrooms with a full bed in each. Up to 4 people allowed. There is no oven but has a 2 burner electric cook top. A grill is also available. Beach themed cottage is completely remodeled. 💜

Popular amenities for Pistakee Highlands holiday rentals